The present study primarily aims to empirically identify offender trajectory groups and their associated first-, second-, and third-degree familial characteristics. Data were extracted on all first and subsequent juvenile offenders (n = 18,915) with criminal convictions (n = 90,393) from 1996 to 2008 recorded in the National Crime Registry of the State of Israel. Semiparametric group-based modeling identified low-rate (76.88%), late-peak adolescence (3.85%), middle-peak adolescence (10.22%), early-peak adolescence (3.22%), and chronic (5.83%) offender trajectories. Compared with low-rate offenders, chronic offenders had significantly more nonviolent offenses and first-degree imprisoned relatives who were imprisoned during childhood and adolescence. In conclusion, parental imprisonment appears to act as a parent–child separation mechanism that modestly increases the likelihood of chronic offending.